NO313963B1 - 4-okso-3,5-dihydro-4H-pyridazino[4,5-b]indol-1-acetamid- derivater, medikamenter og farmasöytiske preparater - Google Patents

4-okso-3,5-dihydro-4H-pyridazino[4,5-b]indol-1-acetamid- derivater, medikamenter og farmasöytiske preparater Download PDF

Info

Publication number: NO313963B1
Authority: NO; Norway
Prior art keywords: mmol; methyl; dihydro; indole; phenyl
Prior art date: 1997-07-30

Application number

NO20000462A

Other languages

English (en)

Norwegian (no)

Other versions

NO20000462D0 (no

NO20000462L (no

Inventor

Yannick Evanno

Laurent Dubois

Mireille Sevrin

Frank Marguet

Jacques Froissant

Regine Bartsch

Catherine Gille

Original Assignee

Sanofi Synthelabo

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1997-07-30

Filing date

2000-01-28

Publication date

2003-01-06

2000-01-28 Application filed by Sanofi Synthelabo filed Critical Sanofi Synthelabo

2000-01-28 Publication of NO20000462D0 publication Critical patent/NO20000462D0/no

2000-03-29 Publication of NO20000462L publication Critical patent/NO20000462L/no

2003-01-06 Publication of NO313963B1 publication Critical patent/NO313963B1/no

Links

229940079593 drug Drugs 0.000 title claims description 5
239000003814 drug Substances 0.000 title claims description 5
239000000825 pharmaceutical preparation Substances 0.000 title claims description 4
QYGVTWDMEAZITC-UHFFFAOYSA-N 2-(4-oxo-3,5-dihydropyridazino[4,5-b]indol-1-yl)acetamide Chemical class N1C2=CC=CC=C2C2=C1C(=O)NN=C2CC(=O)N QYGVTWDMEAZITC-UHFFFAOYSA-N 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims description 73
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
-1 phenylmethoxy group Chemical group 0.000 claims description 16
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
239000001257 hydrogen Substances 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 8
229910052757 nitrogen Inorganic materials 0.000 claims description 7
125000002393 azetidinyl group Chemical group 0.000 claims description 5
125000005843 halogen group Chemical group 0.000 claims description 5
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
125000000719 pyrrolidinyl group Chemical group 0.000 claims description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
125000002757 morpholinyl group Chemical group 0.000 claims description 4
125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
239000000546 pharmaceutical excipient Substances 0.000 claims description 3
125000003386 piperidinyl group Chemical group 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 105
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UOBUAOPQJRUMIS-UHFFFAOYSA-N ethyl 8-fluoro-4-oxo-3-phenyl-5H-pyridazino[4,5-b]indole-1-carboxylate Chemical compound FC1=CC=2C3=C(NC2C=C1)C(N(N=C3C(=O)OCC)C3=CC=CC=C3)=O UOBUAOPQJRUMIS-UHFFFAOYSA-N 0.000 description 2
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238000002347 injection Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 2
229960003350 isoniazid Drugs 0.000 description 2
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
- A61P25/12—Antiepileptics; Anticonvulsants for grand-mal
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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NO20000462A 1997-07-30 2000-01-28 4-okso-3,5-dihydro-4H-pyridazino[4,5-b]indol-1-acetamid- derivater, medikamenter og farmasöytiske preparater NO313963B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR9709692A FR2766823B1 (fr)	1997-07-30	1997-07-30	Derives de 4-oxo-3,5-dihydro-4h-pyridazino[4,5-b] indole-1-acetamide, leur preparation et leur application en therapeutique
PCT/FR1998/001667 WO1999006406A1 (fr)	1997-07-30	1998-07-28	DERIVES DE 4-OXO-3,5-DIHYDRO-4H-PYRIDAZINO[4,5-b] INDOLE-1-ACETAMIDE, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE

Publications (3)

Publication Number	Publication Date
NO20000462D0 NO20000462D0 (no)	2000-01-28
NO20000462L NO20000462L (no)	2000-03-29
NO313963B1 true NO313963B1 (no)	2003-01-06

Family

ID=9509801

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO20000462A NO313963B1 (no)	1997-07-30	2000-01-28	4-okso-3,5-dihydro-4H-pyridazino[4,5-b]indol-1-acetamid- derivater, medikamenter og farmasöytiske preparater

Country Status (32)

Country	Link
US (1)	US6262045B1 (cs)
EP (1)	EP1000063B1 (cs)
JP (1)	JP4322421B2 (cs)
KR (1)	KR100497782B1 (cs)
CN (1)	CN1134440C (cs)
AR (1)	AR013264A1 (cs)
AT (1)	ATE226584T1 (cs)
AU (1)	AU736600B2 (cs)
BG (1)	BG64283B1 (cs)
BR (1)	BR9811582B1 (cs)
CA (1)	CA2298522C (cs)
CO (1)	CO5210883A1 (cs)
CZ (1)	CZ290011B6 (cs)
DE (1)	DE69808921T2 (cs)
DK (1)	DK1000063T3 (cs)
EE (1)	EE04317B1 (cs)
ES (1)	ES2186212T3 (cs)
FR (1)	FR2766823B1 (cs)
HU (1)	HU229430B1 (cs)
IL (1)	IL133633A (cs)
NO (1)	NO313963B1 (cs)
NZ (1)	NZ502361A (cs)
PL (1)	PL194245B1 (cs)
PT (1)	PT1000063E (cs)
RU (1)	RU2197490C2 (cs)
SI (1)	SI1000063T1 (cs)
SK (1)	SK283075B6 (cs)
TR (1)	TR200000278T2 (cs)
TW (1)	TW506971B (cs)
UA (1)	UA57088C2 (cs)
WO (1)	WO1999006406A1 (cs)
ZA (1)	ZA986786B (cs)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2788696B1 (fr) *	1999-01-26	2004-03-05	Synthelabo	Utilisation de derives de pyridazino [4,5-b] indole-1-acetamide pour la preparation de medicaments destines aux maladies du systeme nerveux central
FR2788776B1 (fr) *	1999-01-26	2001-02-23	Synthelabo	Derives de 4-oxo-3, 5-dihydro-4h-pyridazino [4,5-b] indole-1 -carboxamide, leur preparation et leur application en therapeutique
GB0000564D0 (en)	2000-01-11	2000-03-01	Merck Sharp & Dohme	Therapeutic agents
FR2811897A1 (fr) *	2000-07-24	2002-01-25	Sanofi Synthelabo	UTILISATION DE DERIVES DE PYRIDAZINO[4,5-b]INDOLE-1- ACETAMIDE POUR LA PREPARATION DE MEDICAMENTS DESTINES AU TRAITEMENT DES DYSFONCTIONNEMENTS DES RECEPTEURS DE TYPE PERIPHERIQUE AUX BENZODIAZEPINES
FR2811990A1 (fr) *	2000-07-24	2002-01-25	Sanofi Synthelabo	DERIVES DE 1-(4-OXO-3,5-DIHYDRO-4H-PYRIDAZINO[4,5-b]INDOLE-1 -CARBONYL)PIPERAZINE, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
FR2833953B1 (fr) *	2001-12-21	2004-12-03	Sanofi Synthelabo	DERIVES DE 3-HETEROARYL-3,5-DIHYDRO-4-OXO-4H-PYRIDAZINO [4,5-b]INDOLE-1-CARBOXAMIDE, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
FR2838124B1 (fr)	2002-04-03	2004-05-28	Sanofi Synthelabo	Derives de 3-heteroaryl-3,5-dihydro-4-oxo-4h-pyridazino [4,5-b]indole-1-acetamide, leur preparation et leur application en therapeutique
RU2401257C2 (ru) *	2004-12-07	2010-10-10	Янссен Фармацевтика Н.В.	Новые замещенные тетрациклические производные тетрагидрофурана, пирролидина и тетрагидротиофена
CA2606861C (en) *	2005-05-05	2012-08-07	Sanofi-Aventis U.S. Llc	Stable nanoparticle formulations
PT1926476E (pt) *	2005-08-29	2013-07-10	Sanofi Aventis Us Llc	Dispersões sólidas amorfas de 7-cloro-n,n,5-trimetil-4-oxo-3- fenil-3,5-di-hidro-4h-piridazino[4,5-b]indole-1-acetamida
PT1924585E (pt) *	2005-08-29	2012-01-19	Sanofi Aventis Us Llc	Nova forma cristalina de um derivado de piridazino[4,5-b]indole
US7482360B2 (en) *	2005-09-23	2009-01-27	Schering Corporation	Fused tetracyclic mGluR1 antagonists as therapeutic agents
CN1946120B (zh) *	2006-10-20	2010-05-12	华为技术有限公司	实现话单关联的方法及系统
AU2009283039A1 (en) *	2008-08-18	2010-02-25	Sanofi-Aventis U.S. Llc	Process for preparing polymorph of 7-chloro-N, N,5-trimethyl-4-oxo-3-phenyl-3,5-dihydr0-4H-pyridazin0[4,5-b]indole-1-acetamide
EP2181717A1 (en)	2008-10-28	2010-05-05	Sanofi-Aventis	Use of 7-chloro-N,N,5-trimethyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-B]indole-1-acetamide as a biomarker of peripheral benzodiazepine receptor levels

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4985560A (en) *	1990-01-12	1991-01-15	American Home Products Corporation	Pyridazino(4,5-b)indolizines
FI94531C (fi) *	1990-03-13	1995-09-25	Ime Intermed Enterpris Sa	Menetelmä farmaseuttisesti aktiivisen 1,3,4,6,7,8-heksahydro-2H-pyrimido-(1,2-a)-pyrimidiinijohdannaisen valmistamiseksi
GB9411955D0 (en) *	1994-06-15	1994-08-03	Merck Sharp & Dohme	Therapeutic agents
US5756501A (en) *	1995-12-13	1998-05-26	American Home Products Corporation	Saturated and unsaturated pyridazino 4,5-B! indolizines useful as antidementia agents
FR2754262B1 (fr)	1996-10-08	1998-10-30	Synthelabo	Derives de 1h-pyrido[3,4-b]indole-4-carboxamide, leur preparation et leur application en therapeutique

1997
- 1997-07-30 FR FR9709692A patent/FR2766823B1/fr not_active Expired - Fee Related
1998
- 1998-07-28 TR TR2000/00278T patent/TR200000278T2/xx unknown
- 1998-07-28 NZ NZ502361A patent/NZ502361A/en not_active IP Right Cessation
- 1998-07-28 SI SI9830309T patent/SI1000063T1/xx unknown
- 1998-07-28 IL IL13363398A patent/IL133633A/en active IP Right Grant
- 1998-07-28 EP EP98941468A patent/EP1000063B1/fr not_active Expired - Lifetime
- 1998-07-28 KR KR10-2000-7000935A patent/KR100497782B1/ko not_active Expired - Fee Related
- 1998-07-28 PL PL98338445A patent/PL194245B1/pl not_active IP Right Cessation
- 1998-07-28 DK DK98941468T patent/DK1000063T3/da active
- 1998-07-28 AT AT98941468T patent/ATE226584T1/de active
- 1998-07-28 RU RU2000102672/04A patent/RU2197490C2/ru not_active IP Right Cessation
- 1998-07-28 US US09/463,634 patent/US6262045B1/en not_active Expired - Lifetime
- 1998-07-28 EE EEP200000056A patent/EE04317B1/xx not_active IP Right Cessation
- 1998-07-28 WO PCT/FR1998/001667 patent/WO1999006406A1/fr not_active Ceased
- 1998-07-28 CZ CZ2000320A patent/CZ290011B6/cs not_active IP Right Cessation
- 1998-07-28 SK SK129-2000A patent/SK283075B6/sk not_active IP Right Cessation
- 1998-07-28 CA CA002298522A patent/CA2298522C/en not_active Expired - Fee Related
- 1998-07-28 ES ES98941468T patent/ES2186212T3/es not_active Expired - Lifetime
- 1998-07-28 CN CNB988076071A patent/CN1134440C/zh not_active Expired - Fee Related
- 1998-07-28 JP JP2000505164A patent/JP4322421B2/ja not_active Expired - Fee Related
- 1998-07-28 UA UA99127213A patent/UA57088C2/uk unknown
- 1998-07-28 BR BRPI9811582-0A patent/BR9811582B1/pt not_active IP Right Cessation
- 1998-07-28 DE DE69808921T patent/DE69808921T2/de not_active Expired - Lifetime
- 1998-07-28 AU AU89832/98A patent/AU736600B2/en not_active Ceased
- 1998-07-28 HU HU0002650A patent/HU229430B1/hu not_active IP Right Cessation
- 1998-07-28 PT PT98941468T patent/PT1000063E/pt unknown
- 1998-07-29 CO CO98043191A patent/CO5210883A1/es active IP Right Grant
- 1998-07-29 TW TW087112458A patent/TW506971B/zh not_active IP Right Cessation
- 1998-07-29 ZA ZA986786A patent/ZA986786B/xx unknown
- 1998-07-29 AR ARP980103713A patent/AR013264A1/es active IP Right Grant
2000
- 2000-01-20 BG BG104096A patent/BG64283B1/bg unknown
- 2000-01-28 NO NO20000462A patent/NO313963B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
NZ502361A (en)	2001-06-29
IL133633A (en)	2004-02-08
PL194245B1 (pl)	2007-05-31
SK1292000A3 (en)	2000-08-14
CO5210883A1 (es)	2002-10-30
US6262045B1 (en)	2001-07-17
TR200000278T2 (tr)	2000-08-21
CZ2000320A3 (cs)	2000-05-17
DE69808921T2 (de)	2003-07-03
ZA986786B (en)	1999-02-02
ATE226584T1 (de)	2002-11-15
UA57088C2 (uk)	2003-06-16
IL133633A0 (en)	2001-04-30
HUP0002650A2 (hu)	2001-01-29
AU736600B2 (en)	2001-08-02
ES2186212T3 (es)	2003-05-01
BR9811582B1 (pt)	2010-10-19
EE04317B1 (et)	2004-06-15
JP4322421B2 (ja)	2009-09-02
SK283075B6 (sk)	2003-02-04
SI1000063T1 (en)	2003-04-30
WO1999006406A1 (fr)	1999-02-11
CZ290011B6 (cs)	2002-05-15
NO20000462D0 (no)	2000-01-28
PL338445A1 (en)	2000-11-06
RU2197490C2 (ru)	2003-01-27
HK1028027A1 (en)	2001-02-02
BG64283B1 (bg)	2004-08-31
TW506971B (en)	2002-10-21
DE69808921D1 (de)	2002-11-28
FR2766823A1 (fr)	1999-02-05
BG104096A (en)	2000-08-31
HUP0002650A3 (en)	2002-09-30
HU229430B1 (en)	2013-12-30
EP1000063A1 (fr)	2000-05-17
KR100497782B1 (ko)	2005-06-27
KR20010022356A (ko)	2001-03-15
EE200000056A (et)	2000-10-16
CA2298522A1 (en)	1999-02-11
AR013264A1 (es)	2000-12-13
CN1134440C (zh)	2004-01-14
DK1000063T3 (da)	2003-02-24
JP2001512122A (ja)	2001-08-21
FR2766823B1 (fr)	1999-10-08
NO20000462L (no)	2000-03-29
CA2298522C (en)	2008-07-15
CN1265108A (zh)	2000-08-30
AU8983298A (en)	1999-02-22
BR9811582A (pt)	2000-09-26
EP1000063B1 (fr)	2002-10-23
PT1000063E (pt)	2003-03-31

Legal Events

Date	Code	Title	Description
2015-02-23	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
FI88504B (fi)	1993-02-15	Foerfarande foer framstaellning av terapeutiskt anvaendbara 4-benzyl-1-(2h)-ftalazinonderivat
RU2197490C2 (ru)	2003-01-27	Производные 4-оксо-3,5-дигидро-4н-пиридазино[4,5-b]индол-1-ацетамида, их получение и применение в терапии
DK164704B (da)	1992-08-03	3,6-disubstituerede triazolo-oe3,4-aaa-ftalazinderivater, fremgangsmaade til fremstilling deraf, udgangsforbindelse til anvendelse i fremgangsmaaden samt anvendelse af og farmaceutisk praeparat indeholdende forbindelserne
US6075021A (en)	2000-06-13	1H-pyrido[3,4-b]indole-4-carboxamide derivatives, preparation and application thereof in therapeutics
US5512590A (en)	1996-04-30	5,6-dihydro-4h-imidazo 2',1':2,3!imidazo- 4,5,1-ij!quinoline and 4,5-dihydroimidazo- 1,2-a!pyrolo 1,2,3-cd!benzimidazole derivatives, their preparation and application in therapeutics
PT85936B (pt)	1990-07-31	Processo para a preparacao de 4,5-di-hidro- e 4,5,6,7-tetra-hidro-pirazolo {-1-5-a}-pirimidinas
IE922342A1 (en)	1993-01-27	Imidazo[2,1-b]benzothiazole-3-acetamide derivatives, their¹preparation and their use in therapeutics
SK4694A3 (en)	1995-02-08	9h-imidazo (1,2,-a) benzimidazole-3-acetamide derivatives method of their preparation and pharmaceutical compounds containing these derivatives
DK2121602T3 (en)	2015-04-07	4- (Heterocyclyl) alkyl-N- (arylsulfonyl) -INDOLFORBINDELSER and their use as 5-HT 6 ligands
US3557095A (en)	1971-01-19	Pyrazolodiazepinone compounds
US4482714A (en)	1984-11-13	Pyrazino[2',3'-3,4]pyrido[1,2-a]indole derivatives
MXPA00001009A (en)	2001-05-07	4-OXO-3,5-DIHYDRO-4H-PYRIDAZINO[4,5-b
FI77861C (fi)	1989-05-10	Foerfarande foer framstaellning av farmakologiskt aktiva pyridazino/4,3-c/isokinoliner.
CZ291893A3 (en)	1994-07-13	DERIVATIVES OF 2-THIENYLIMIDAZO(2,1-b)BENZOTHIAZOLE-3-ACETIC ACID, PROCESS OF THEIR PREPARATION AND PHARMACEUTICAL PREPARATIONS IN WHICH THEY ARE COMPRISED
NO841084L (no)	1984-10-01	7,8,9,10-tetrahydrotieno (3,2-e) pyrido (4,3-b) indoler, fremgangsmaate til deres fremstilling, og legemidler som inneholder disse